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Find Hotels with Bars in Shelter Island Heights, NY

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Top Shelter Island Heights Hotels with Bars

Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (82)
"Clean room excellent staff"
$417 nightly
The price is $476
Oct 19 - Oct 20
Total with taxes and fees
The Pridwin Hotel
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
$94 nightly
The price is $108
Nov 2 - Nov 3
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (214)
"Great quick stay"
$250 nightly
The price is $283
Oct 27 - Oct 28
Total with taxes and fees
The Shoals Suites and Slips
Property grounds
The Hampton Maid
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (671)
"Love this place "
$188 nightly
The price is $215
Oct 30 - Oct 31
Total with taxes and fees
The Hampton Maid
Front of property - evening/night
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
$143 nightly
The price is $164
Nov 3 - Nov 4
Total with taxes and fees
Montauk Manor
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
8.6 out of 10, Excellent, (1003)
"Wonderful hotel and location "
$286 nightly
The price is $327
Oct 30 - Oct 31
Total with taxes and fees
Montauk Yacht Club
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk
Hampton Bays Hotel on Main
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
$121 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
Hampton Bays Hotel on Main
Exterior
Madison Beach Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (323)
"the staff was exceptional and our dinner was very good"
$245 nightly
The price is $282
Oct 30 - Oct 31
Total with taxes and fees
Madison Beach Hotel
Exterior
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1012)
"Beautiful property, we loved our room, friendly staff. "
$291 nightly
The price is $334
Nov 6 - Nov 7
Total with taxes and fees
Saybrook Point Resort & Marina
Seasonal outdoor pool
Sole East Resort
Sole East Resort
3.0 star property
8.0 out of 10, Very Good, (122)
"Clean rooms, excellent walkable location"
$198 nightly
The price is $226
Oct 30 - Oct 31
Total with taxes and fees
Sole East Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Heights Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We love the stay everything was perfect"
angelica 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa

Frequently asked questions

Searching for hotels with bars in Shelter Island Heights?
Shelter Island Heights features 54 hotels and other lodging options to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you're here, you can check out Sunset Beach and Crescent Beach.
What are the best hotels with bars in Shelter Island Heights?
Here are a few of the top Shelter Island Heights accommodations with bars: The Pridwin Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Shelter Island House: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. The Rams Head Inn: Inn with 2 restaurants. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Shelter Island Heights?
If you have time to explore, consider visiting Sunset Beach, Crescent Beach, and Railroad Museum of Long Island, and then find a cozy spot for a nightcap. Other places to see include Shelter Island Country Club and Sylvester Manor. Shelter Island Heights is appreciated for its beaches.
When is the best time to visit Shelter Island Heights?
Visiting local bars in Shelter Island Heights is more fun when you know what the weather holds. These temperatures and rainfall averages can help you decide the best time for bar hopping. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.
How can I get to Shelter Island Heights and around the area?
You might want to make the most of these transportation options in and around Shelter Island Heights: Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) from the heart of the city. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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